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Chestnut Creek Estates Homes for Sale

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  • /10

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    502 Catalina Isles Cir, Venice, FL 34292

    Welcome to this beautifully maintained 3-bedroom, 2-bath attached villa offering the perfect blend of comfort, style, and convenience. This move-in-ready home features updated flooring throughout, a new roof, newer A/C, newer hot water heater, and has been re-piped, providing peace of mind for years to come. Enjoy a carefree lifestyle with landscaping included, allowing you more time to relax and

    Agent Photo

    Jack Gang

    GANGWAY REALTY

    502 Catalina Isles Cir, Venice, FL 34292
  • /45

    $489,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    125 Woodingham Dr, Venice, FL 34292

    Virtually Staged. The most memorable homes aren't defined by the finishes you see—they're defined by the thought behind every decision. Nestled on an oversized cul-de-sac homesite beneath magnificent shade trees in sought-after Chestnut Creek, this beautifully transformed three-bedroom, two-bath residence is a masterclass in intentional design, where timeless craftsmanship, refined finishes, and

    Kevin Hanley KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    125 Woodingham Dr, Venice, FL 34292
  • /2

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,939 Sq Ft

    924 Harbor Town Dr, Venice, FL 34292

    Located in desirable Chestnut Creek, this 3-bedroom, 2-bath residence offers a split bedroom layout, BRAND NEW ROOF, BRAND NEW AC, HURRICANE IMPACT WINDOWS & DOORS, and a COMPLETELY RENOVATED INTERIOR! This community has a lively, welcoming community clubhouse with gathering rooms, swimming pool, tennis & pickleball. As you enter the home, you will be greeted by the high ceilings and tons of

    Brittany Coleman KELLER WILLIAMS ON THE WATER S

    924 Harbor Town Dr, Venice, FL 34292
  • /83

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,427 Sq Ft

    841 Bayport Cir Unit 1, Venice, FL 34292

    FREE Home Warranty Included. Welcome to this beautifully maintained 2-bedroom, 2-bath villa in the highly desirable Villas of Chestnut Creek, a peaceful 55+ maintenance-free community in Venice. Perfectly positioned to capture tranquil lake views, this spacious home combines comfort, style, and affordability in one of the area's most sought-after neighborhoods.Step inside to discover

    Richard Tritschler RE/MAX ALLIANCE GROUP

    841 Bayport Cir Unit 1, Venice, FL 34292
  • /54

    $324,000

    $126K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    482 Pendleton Place, Venice, FL 34292

    Seller may consider a lease purchase; terms and conditions subject to approval. Owner Financing. 1 year Home Warranty at Closing.Priced to Sell! Many Updates & Renovations! This Charming 3-Bedroom/2 Bath Villa with Scenic Pond Views in 55+ Chestnut Creek VillasNestled at the end of a quiet cul-de-sac, this beautifully updated villa offers serene views of a pond, lush preserve, and

    Jim Kasmirski, LLC KAZ REAL ESTATE COMPANY

    482 Pendleton Place, Venice, FL 34292
  • /38

    $287,000

    $23K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    442 Pendleton Dr, Venice, FL 34292

    Virtually Staged. Welcome to easy Florida living in this beautifully maintained 2-bedroom, 2-bath home with a 1-car garage, perfectly positioned on an oversized lot with a rare water view. Offering a blend of comfort, updates, and affordability, this property is located in a desirable community with a LOW HOA fee that includes cable, access to the community pool, and tennis courts.Inside,

    Nicole Weiss KW COASTAL LIVING III

    442 Pendleton Dr, Venice, FL 34292
  • /55

    $235,000

    $84K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,534 Sq Ft

    1029 Harbor Town Dr, Venice, FL 34292

    Virtually Staged. At the end of a quiet cul-de-sac in the sought-after Patio Homes of Chestnut Creek, there is a home that seems to understand the art of exhale. The home was intentionally designed for retirement convenience with its open floor plan and wider doorways. Situated on a quiet cul-de-sac, it is as welcoming as the friendly neighbors, tree-canopied streets, and sidewalks that make

    Gary Cardillo RE/MAX HARBOR REALTY

    1029 Harbor Town Dr, Venice, FL 34292
  • /47

    $349,999

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft

    112 Woodingham Dr, Venice, FL 34292

    Prepare to fall in love with this breathtaking 3-bedroom, 2-bathroom waterfront sanctuary nestled on an expansive 15,973-square-foot lot! From the moment you step inside, you will be captivated by the soaring high cathedral ceilings that flood the main living space with natural light, creating a bright and invigorating atmosphere. Step inside to experience an inviting, light-filled living area

    Celine Charleson PREFERRED SHORE LLC

    112 Woodingham Dr, Venice, FL 34292

Why Live in Chestnut Creek Estates

Twenty-five miles south of Sarasota, Chestnut Creek Estates is a deed-restricted Venice suburb offering single-family homes and duplexes set around a series of small lakes. “It’s a unique community,” says Vickey Roa, a Realtor with Century 21 - ...

Chestnut Creek Estates, Venice, FL Home Prices vs. Nearby Neighborhoods

Chestnut Creek Estates Venice Gardens Jacaranda West Venice
Median Home Price
$394,950
$360,000
$498,950
$444,250
Median Sale Price
$372,500
-3% YoY
$340,500
+3% YoY
$467,500
-6% YoY
$400,000
+9% YoY
Median Single Family Price
$401,000
$355,767
$485,000
$495,000
Median Townhouse Price
$287,250
--
$308,500
$310,000
Median Condo Price
--
$199,450
$195,000
$245,500
Total Active Listings
8 listings
40 listings
9 listings
325 listings
Market Conditions
3 Months of Supply
Seller's Market
4 Months of Supply
Seller's Market
1 Month of Supply
Seller's Market
4 Months of Supply
Seller's Market

Frequently Asked Questions

Is Chestnut Creek Estates a good place to live?
Chestnut Creek Estates is a good place to live. Chestnut Creek Estates is considered very car-dependent and bikeable. It has a median age of 65. The average household income is $95,697 which is below the national average. College graduates make up 32.8% of residents. A majority of residents in Chestnut Creek Estates are home owners, with 38% of residents renting and 62% of residents owning their home. A local real estate agent serving Chestnut Creek Estates can help you decide if this neighborhood is the right one for you. Learn more on our Chestnut Creek Estates neighborhood guide.
How much do you need to make to afford a house in Chestnut Creek Estates?
The median home price in Chestnut Creek Estates is $394,950. If you put a 20% down payment of $79,000 and had a 30-year fixed mortgage with an interest rate of 6.76%, your estimated principal and interest payment would be $2,050 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $88K a year to afford the median home price in Chestnut Creek Estates. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chestnut Creek Estates is $96K.
What are the best public schools in Chestnut Creek Estates?
The best public schools that serve Chestnut Creek Estates are:
What are the best private schools in Chestnut Creek Estates?
The best private schools that serve Chestnut Creek Estates are:
What are the most popular zip codes in Chestnut Creek Estates, Venice, FL?
The most popular zip codes in Chestnut Creek Estates, Venice, FL include 34292, 34293, 34285, 34288 and 34275.
What are the most popular neighborhoods near Chestnut Creek Estates, Venice, FL?
The most popular neighborhoods near Chestnut Creek Estates, Venice, FL are Venice Golf And Country Club, Venice Gardens, Jacaranda West, Pelican Pointe and Plantation.
Are home prices dropping in Chestnut Creek Estates?
Yes, home prices in Chestnut Creek Estates are down 1% in the last 12 months.
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